Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Alabama to Chicago from $53

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Alabama to Chicago departing on 3/27. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Alabama to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
5:34 pm - 6:38 pm
ATL
-
MDW
2h 04mnonstop
Frontier Logo
6:00 am - 9:17 am
MDW
-
ATL
2h 17mnonstop
$77Frontier
Fri, Feb 27 - Sun, Mar 1
Frontier Logo
6:04 pm - 7:07 pm
ATL
-
MDW
2h 03mnonstop
Frontier Logo
6:48 pm - 10:02 pm
MDW
-
ATL
2h 14mnonstop
$78Frontier
Tue, Feb 17 - Fri, Feb 20
Allegiant Air Logo
12:31 pm - 2:50 pm
VPS
-
MDW
2h 19mnonstop
Allegiant Air Logo
4:10 pm - 6:16 pm
MDW
-
VPS
2h 06mnonstop
$149Allegiant Air
Sun, Feb 15 - Thu, Feb 19
Allegiant Air Logo
12:31 pm - 2:50 pm
VPS
-
MDW
2h 19mnonstop
Allegiant Air Logo
4:10 pm - 6:16 pm
MDW
-
VPS
2h 06mnonstop
$185Allegiant Air
Sun, Feb 15 - Thu, Feb 19
Multiple Airlines Logo
6:37 pm - 2:26 pm
PNS
-
MDW
19h 49m
1 stop
Multiple Airlines Logo
6:15 am - 5:42 pm
MDW
-
PNS
11h 27m
1 stop
$189Multiple Airlines
Wed, Mar 4 - Sat, Mar 7
Multiple Airlines Logo
6:37 pm - 2:26 pm
PNS
-
MDW
19h 49m
1 stop
Multiple Airlines Logo
8:00 am - 5:42 pm
MDW
-
PNS
9h 42m
1 stop
$197Multiple Airlines
Wed, Feb 18 - Sat, Feb 21
Delta Logo
5:50 am - 9:56 am
CHA
-
MDW
5h 06m
1 stop
Delta Logo
9:35 am - 2:09 pm
MDW
-
CHA
3h 34m
1 stop
$209Delta
Tue, Mar 31 - Mon, Apr 6
Southwest Logo
7:20 am - 1:30 pm
PNS
-
MDW
6h 10m
1 stop
Southwest Logo
5:25 am - 9:50 am
MDW
-
PNS
4h 25m
1 stop
$227Southwest
Thu, Feb 26 - Sun, Mar 1
Delta Logo
7:45 am - 11:59 am
HSV
-
MDW
4h 14m
1 stop
Delta Logo
12:47 pm - 7:11 pm
MDW
-
HSV
6h 24m
1 stop
$229Delta
Tue, Mar 3 - Tue, Mar 10
Southwest Logo
4:00 pm - 10:05 pm
PNS
-
MDW
6h 05m
1 stop
Southwest Logo
9:00 am - 11:15 am
MDW
-
PNS
2h 15mnonstop
$237Southwest
Wed, Mar 4 - Sat, Mar 7

Frontier flights from Alabama to Chicago Midway Airport

Our best Frontier deals on Alabama to Chicago Midway Airport flight tickets
Frontier
Feb 27
ATL5:34 pmAtlanta Hartsfield-Jackson
2h 04m
MDW6:38 pmChicago Midway
Mar 1
MDW6:00 amChicago Midway
2h 17m
ATL9:17 amAtlanta Hartsfield-Jackson
$77
Frontier
Feb 17
ATL6:04 pmAtlanta Hartsfield-Jackson
2h 03m
MDW7:07 pmChicago Midway
Feb 20
MDW6:48 pmChicago Midway
2h 14m
ATL10:02 pmAtlanta Hartsfield-Jackson
$78
Frontier
Feb 19
ATL9:33 pmAtlanta Hartsfield-Jackson
2h 04m
MDW10:37 pmChicago Midway
Feb 23
MDW2:19 pmChicago Midway
2h 03m
ATL5:22 pmAtlanta Hartsfield-Jackson
$79

Delta flights from Alabama to Chicago Midway Airport

Our best Delta deals on Alabama to Chicago Midway Airport flight tickets
Delta
Mar 31
CHA1:53 pmChattanooga Lovell Field
4h 29m
1 stop
MDW5:22 pmChicago Midway
Apr 7
MDW10:45 amChicago Midway
3h 44m
1 stop
CHA3:29 pmChattanooga Lovell Field
$209
Delta
Mar 3
HSV7:45 amHuntsville
4h 14m
1 stop
MDW11:59 amChicago Midway
Mar 10
MDW12:47 pmChicago Midway
6h 24m
1 stop
HSV7:11 pmHuntsville
$229
Delta
Feb 18
CHA2:44 pmChattanooga Lovell Field
3h 53m
1 stop
MDW5:37 pmChicago Midway
Feb 22
MDW6:00 amChicago Midway
3h 55m
1 stop
CHA10:55 amChattanooga Lovell Field
$239

momondo Fare Finder

 
Customize your flight search to find flights from Alabama to Chicago Midway Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated February 4, 2026.
Use the filters below to find and compare flights from Alabama to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

AtlantaChicago

ATL - MDW

ATLMDW

Atlanta Hartsfield-Jackson

Fri 2/27

5:34 pm-6:38 pm

Nonstop2h 04m

Chicago Midway

Sun 3/1

6:00 am-9:17 am

Nonstop2h 17m

$77

AtlantaChicago

ATL - MDW

ATLMDW

Atlanta Hartsfield-Jackson

Tue 2/17

6:04 pm-7:07 pm

Nonstop2h 03m

Chicago Midway

Fri 2/20

6:48 pm-10:02 pm

Nonstop2h 14m

$78

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Sun 2/15

12:31 pm-2:50 pm

Nonstop2h 19m

Chicago Midway

Thu 2/19

4:10 pm-6:16 pm

Nonstop2h 06m

$149

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Sun 2/15

12:31 pm-2:50 pm

Nonstop2h 19m

Chicago Midway

Thu 2/19

4:10 pm-6:16 pm

Nonstop2h 06m

$185

PensacolaChicago

PNS - MDW

PNSMDW

Pensacola

Wed 3/4

6:37 pm-2:26 pm

1 stop19h 49m

Chicago Midway

Sat 3/7

6:15 am-5:42 pm

1 stop11h 27m

$189

PensacolaChicago

PNS - MDW

PNSMDW

Pensacola

Wed 2/18

6:37 pm-2:26 pm

1 stop19h 49m

Chicago Midway

Sat 2/21

8:00 am-5:42 pm

1 stop9h 42m

$197

ChattanoogaChicago

CHA - MDW

CHAMDW

Chattanooga Lovell Field

Tue 3/31

5:50 am-9:56 am

1 stop5h 06m

Chicago Midway

Mon 4/6

9:35 am-2:09 pm

1 stop3h 34m

$209

PensacolaChicago

PNS - MDW

PNSMDW

Pensacola

Thu 2/26

7:20 am-1:30 pm

1 stop6h 10m

Chicago Midway

Sun 3/1

5:25 am-9:50 am

1 stop4h 25m

$227

HuntsvilleChicago

HSV - MDW

HSVMDW

Huntsville

Tue 3/3

7:45 am-11:59 am

1 stop4h 14m

Chicago Midway

Tue 3/10

12:47 pm-7:11 pm

1 stop6h 24m

$229

PensacolaChicago

PNS - MDW

PNSMDW

Pensacola

Wed 3/4

4:00 pm-10:05 pm

1 stop6h 05m

Chicago Midway

Sat 3/7

9:00 am-11:15 am

Nonstop2h 15m

$237

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Chicago from

How to get the cheapest flight ticket from Alabama to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago Midway Airport?

The month of September is, on average, the cheapest month to fly to Chicago Midway Airport from Alabama, with most prices found around $285. If you are unable to visit Chicago Midway Airport during the month of September, then departing from Alabama during the month March is also very affordable. Most momondo users find prices during this month for around $330.

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Monday is the cheapest day to fly to Chicago Midway Airport from Alabama. The lowest ticket price found for a Monday departure recently was $362. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Sunday is the most expensive day to depart from Alabama because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $447.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from Alabama at noon is the least expensive time of day to depart. momondo users have found prices as low as $383 when looking at flights departing at noon. Try not to purchase tickets in the morning because they tend to be around $403. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Alabama to Chicago Midway flight route?

Fly from Birmingham to Chicago Midway for the best Alabama - Chicago Midway flight prices

What cabin class options are available on Alabama to Chicago Midway flights?

There is only 1 cabin class available to choose from on Alabama to Chicago Midway flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Alabama to Chicago Midway Airport flights?

You could potentially save up to 11% on your flight if you consider stops on a Alabama to Chicago Midway Airport flight.

Cheap Alabama to Chicago Midway Airport flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Alabama to Chicago Midway Airport

Best Price Found

$279

Fastest flight time

1h 50m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Alabama in the past 72 hours is $279. The best round-trip flight deal from Alabama to Chicago Midway Airport found on momondo in the last 72 hours is $343.
The fastest flight from Alabama to Chicago Midway Airport takes 1h 50m
Direct flights go from Alabama to Chicago Midway Airport every day.
Search flight deals

  • When did momondo last update prices for flights from Alabama to Chicago Midway Airport?

    Prices for flights from Alabama to Chicago Midway Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Alabama to Chicago Midway Airport?

  • How old do you have to be to fly from Alabama to Chicago Midway Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Alabama to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Alabama to Chicago Midway Airport?

Best airlines flying from Alabama to Chicago Midway Airport

Compare and see reviews for airlines that fly from Alabama to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $206Free CancellationRating
7.9
8,144 reviews
Search Delta flights
SouthwestPriceFrom $240Free CancellationRating
8.0
4,274 reviews
Search Southwest flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Munster
Crown Point
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Alabama to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Alabama to Chicago. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Alabama to Chicago with flexible booking policies on momondo?

Flights from Alabama to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Alabama to Chicago?

momondo provides multiple filters to help you find the best flight to Chicago from Alabama. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Alabama to Chicago right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Alabama to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

An easier way to manage your Chicago Midway Airport trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Fri 3/6
Fri 3/13
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago